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Synthesis of the First α‐Methylene‐β‐peroxylactone—Regiospecific Ene Reaction of 1 O 2 with α,β‐Unsaturated Carboxylic Acids
Author(s) -
Adam Waldemar,
Griesbeck Axel
Publication year - 1985
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198510701
Subject(s) - ene reaction , methylene , chemistry , medicinal chemistry , organic chemistry
5‐Methyl‐4‐methylene‐1,2‐dioxolane‐3‐one 2 exhibits unexpectedly high thermal stability . The first α‐methylene‐β‐peroxylactone was obtained by regiospecific photooxygenation of the α,β‐unsaturated carboxylic acid 1 to give the hydroperoxide followed by acid‐catalyzed dehydration.